Hexylamine → 4-Ethyl-N-hexyl-4-(3-nitrophenyl)piperidine

HRID 397750노트

반응식

HRID 397750 반응식
CS(O[CH2:6][CH2:7][C:8]([CH2:25][CH3:26])([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([N+:22]([O-:24])=[O:23])[CH:17]=1)[CH2:9][CH2:10]OS(C)(=O)=O)(=O)=O.[CH2:27]([NH2:33])[CH2:28][CH2:29][CH2:30][CH2:31][CH3:32]>C1(C)C=CC=CC=1>[NH3:22].[CH2:25]([C:8]1([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([N+:22]([O-:24])=[O:23])[CH:17]=2)[CH2:7][CH2:6][N:33]([CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[CH2:10][CH2:9]1)[CH3:26]

참가 물질

5

반응물 2

HCID 8102HexylamineHCID 230010093-Ethyl-5-((methylsulfonyl)oxy)-3-(3-nitrophenyl)pentyl methanesulfonate

생성물 2

HCID 222AmmoniaHCID 230009754-Ethyl-N-hexyl-4-(3-nitrophenyl)piperidine수율 100.2%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a solution of 3-ethyl-5-((methylsulfonyl)oxy)-3-(3-nitrophenyl)pentyl methanesulfonate (Preparation 62, 850 mg, 2.1 mmol) in toluene (6 ml) under an atmosphere of nitrogen was added hexylamine (1.66 ml, 12.6 mmol). The reaction mixture was heated under reflux for 16 h, then it was concentrated in vacuo to give the crude product. This was purified by silica (25 g) column chromatography eluting with ethyl acetate:hexane:0.880 ammonia (49:50:1) to give the title compound as a clear oil (335 mg, 50%).

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureunder reflux for 16 h
  3. concentrationit was concentrated in vacuo
  4. customto give the crude product
  5. customThis was purified by silica (25 g) column chromatography
  6. washeluting with ethyl acetate

출처 및 근거

ORD 기록
ord-1a592814e0464c4cab095ded36bc92e0
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06610711B2

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